[(2R,6S)-6-[2-[tert-butyl(dimethyl)silyl]oxybut-3-enyl]oxan-2-yl]methyl trifluoromethanesulfonate | 1064038-38-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: [(2R,6S)-6-[2-[tert-butyl(dimethyl)silyl]oxybut-3-enyl]oxan-2-yl]methyl trifluoromethanesulfonate
• CAS: 1064038-38-5
• 化学式: C₁₇H₃₁F₃O₅SSi
• 分子量: 432.577
• InChiKey: RQGPUXSIVHBIIR-NOYMGPGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(2R,6S)-6-[2-[tert-butyl(dimethyl)silyl]oxybut-3-enyl]oxan-2-yl]methyl trifluoromethanesulfonate 、 (5S)-5-methyl-3-phenylsulfanyl-4,5-dihydrofuran-2(3H)-one 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 为溶剂， 反应 5.0h， 以329 mg的产率得到
  参考文献：
  名称：

  Structural Determination of Montanacin D by Total Synthesis

  摘要：

  The first total syntheses of acetogenin 3 and its 4S,8R-isomer are described. The key step involves intermolecular metathesis of an alpha,beta-unsaturated ketone carrying a tetra hydropyranyl lactone with a tetrahydrofuran derivative. Compound 3 has spectroscopic and physical data consistent with those of natural montanacin D, suggesting that the absolute configuration of the natural product is as shown in 3.

  DOI：

  10.1021/ol801576z
• 作为产物：
  描述：

  、 叔丁基二甲硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.42h， 生成 [(2R,6S)-6-[2-[tert-butyl(dimethyl)silyl]oxybut-3-enyl]oxan-2-yl]methyl trifluoromethanesulfonate
  参考文献：
  名称：

  Structural Determination of Montanacin D by Total Synthesis

  摘要：

  The first total syntheses of acetogenin 3 and its 4S,8R-isomer are described. The key step involves intermolecular metathesis of an alpha,beta-unsaturated ketone carrying a tetra hydropyranyl lactone with a tetrahydrofuran derivative. Compound 3 has spectroscopic and physical data consistent with those of natural montanacin D, suggesting that the absolute configuration of the natural product is as shown in 3.

  DOI：

  10.1021/ol801576z

文献信息

• Structural Determination of Montanacin D by Total Synthesis
  作者：Shunya Takahashi、Yayoi Hongo、Yuki Tsukagoshi、Hiroyuki Koshino

  DOI：10.1021/ol801576z

  日期：2008.10.2

  The first total syntheses of acetogenin 3 and its 4S,8R-isomer are described. The key step involves intermolecular metathesis of an alpha,beta-unsaturated ketone carrying a tetra hydropyranyl lactone with a tetrahydrofuran derivative. Compound 3 has spectroscopic and physical data consistent with those of natural montanacin D, suggesting that the absolute configuration of the natural product is as shown in 3.